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40765

Supelco

(−)-Tröger′s base

for chiral derivatization, LiChropur, ≥99.0%

Synonym(s):

(5R,11R)-(−)-2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocin

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About This Item

Empirical Formula (Hill Notation):
C17H18N2
CAS Number:
Molecular Weight:
250.34
Beilstein/REAXYS Number:
88611
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:

grade

for chiral derivatization

Quality Level

assay

≥99.0% (sum of enantiomers, HPLC)
≥99.0%

optical activity

[α]20/D −283±4°, c = 0.3% in hexane

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

quality

LiChropur

mp

127-131 °C

SMILES string

Cc1ccc2[N@@H]3C[N@H](Cc2c1)c4ccc(C)cc4C3

InChI

1S/C17H18N2/c1-12-3-5-16-14(7-12)9-18-11-19(16)10-15-8-13(2)4-6-17(15)18/h3-8H,9-11H2,1-2H3

InChI key

SXPSZIHEWFTLEQ-UHFFFAOYSA-N

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General description

Tröger base (TB) is a chiral heterocyclic amine with chirality due to the presence of two stereogenic nitrogen atoms.[1]

Application

It was used as an standard analyte for testing the enantioseparation capability of the chiral stationary phase column; in a study to understand the covalently bonded cellulose tris(3,5-dimethylphenylcarbamate) on a silica monolithic capillary column.[2]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Xiaoli Dong et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 875(1), 317-322 (2008-09-02)
A chiral capillary monolithic column for capillary electrochromatography (CEC) was prepared by covalent bonding of cellulose tris(3,5-dimethylphenylcarbamate) (CDMPC) on the silica monolithic matrix within the confine of a 50-microm i.d. bare fused silica capillary. Several pairs of enantiomers including neutral
Resolution, asymmetric transformation, and configuration of Troger's base. Application of Troger's base as a chiral solvating agent.
Wilen, Samuel H., Jian Zhong Qi, and Paul G. Williard
Organic Chemistry, 56, 485-487 (1991)

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